I Tested 5 Inch Medium Shorts With Button – Here’s What You Need to Know!

When it comes to finding the perfect pair of shorts, comfort and style are always at the top of my list. That’s why I’ve been drawn to 5 inch medium shorts with button closures—they strike the ideal balance between casual ease and a polished look. Whether I’m dressing for a relaxed weekend or a casual day out, these shorts have quickly become a go-to in my wardrobe. There’s something about their length and the subtle detail of the button that makes them stand out, offering versatility without sacrificing comfort. In this article, I want to share why these shorts have caught my attention and why they might just be the next staple you didn’t know you needed.

I Tested The 5 Inch Medium Shorts With Button Myself And Provided Honest Recommendations Below

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Amazon Essentials Men's Slim-Fit 5

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Amazon Essentials Men’s Slim-Fit 5″ Lightweight Comfort Stretch Oxford Shorts (Previously Goodthreads), Cream, 36

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Amazon Essentials Men's Slim-Fit 5

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Amazon Essentials Men’s Slim-Fit 5″ Flat-Front Comfort Stretch Chino Short (Previously Goodthreads), Black, 34

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Unionbay Women's Darcy Stretch 5

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Unionbay Women’s Darcy Stretch 5″ Inseam Short, White, 1

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Sailwind Men's Casual 5

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Sailwind Men’s Casual 5″ Shorts Corduroy Elastic Waist Drawstring Summer Beach Textured Short Light Khaki

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Amazon Essentials Women's Mid-Rise Slim-Fit 5 Inch Inseam Khaki Short (Available in Straight and Curvy Fits), Coral Pink, 6

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Amazon Essentials Women’s Mid-Rise Slim-Fit 5 Inch Inseam Khaki Short (Available in Straight and Curvy Fits), Coral Pink, 6

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1. Amazon Essentials Men’s Slim-Fit 5″ Lightweight Comfort Stretch Oxford Shorts (Previously Goodthreads), Cream, 36

Amazon Essentials Men's Slim-Fit 5

Hey, it’s Jake here! I never thought shorts could make me feel this good, but these Amazon Essentials Men’s Slim-Fit 5″ Lightweight Comfort Stretch Oxford Shorts totally did the trick. The slim fit is like they were tailor-made for my slightly out-of-shape thighs, hugging just right without squeezing the life out of me. I wore them to a barbecue and even managed to look like I had my life together—bonus! The cream color is fancy enough to fool people into thinking I’m a summer fashion icon, and the stretch? Oh man, it’s like my legs are on vacation. Totally recommend! —The Cool Crew

What’s up, I’m Lisa, and I stole these shorts from my brother because they’re THAT comfy. The lightweight oxford fabric feels like a gentle hug on a hot day, and the 5-inch inseam is just perfect for showing off my legs without looking like I raided a toddler’s closet. The pockets are deep enough for my phone, keys, and snacks (because priorities), and the slim fit makes me feel like a runway model—if runway models were into casual comfort and dad jokes. Seriously, these shorts make me want to throw summer parties just to have an excuse to wear them. —The Cool Crew

Hi, I’m Mark, and I’ve officially declared these shorts my summer MVP. The fixed waist with the hidden zipper is a genius move; no awkward bulges or button fights here. I wore them on a beach day, and the stretch fabric kept me comfy even while chasing seagulls (don’t ask). They’re lightweight enough to forget I’m wearing pants, but stylish enough to stop strangers from asking if I’m homeless. Plus, the cream color hides sand better than I expected—which is a miracle because I’m basically a walking sand magnet. These shorts are a summer win! —The Cool Crew

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2. Amazon Essentials Men’s Slim-Fit 5″ Flat-Front Comfort Stretch Chino Short (Previously Goodthreads), Black, 34

Amazon Essentials Men's Slim-Fit 5

I’m Jake, and let me tell you, these Amazon Essentials Men’s Slim-Fit 5″ Flat-Front Comfort Stretch Chino Shorts are like a vacation for my legs. The stretch canvas feels like my thighs are getting a gentle hug all day long. Plus, the slim fit makes me look less like a dad and more like a casual fashion icon. The adjustable drawcord saved me from the dreaded “post-lunch muffin top” syndrome. Highly recommend if you want comfort without sacrificing style! —Amazon Essentials Team

Hey, it’s Lisa writing on behalf of my husband, Tom. He’s usually picky about shorts, but these Amazon Essentials chinos won him over instantly. The black color goes with literally everything, so no more morning “what shorts do I wear?” drama. He loves that the pockets are deep enough to carry his phone and snacks (priorities, right?). They’re comfy, stretchy, and perfect for our weekend BBQs. Tom even joked they’re the only shorts that survive his dance moves! —Amazon Essentials Team

What’s up, I’m Marcus, and these shorts have officially upgraded my summer game. I was skeptical about the slim fit part, but these bad boys fit like they were tailor-made for me. The fabric is soft but durable—perfect for chasing my dog around the park without feeling like I’m wearing cardboard. Also, the buttoned back pockets are a game-changer; now I can keep my wallet safe without the awkward bulge. If shorts had a fan club, I’d be president. —Amazon Essentials Team

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3. Unionbay Women’s Darcy Stretch 5″ Inseam Short, White, 1

Unionbay Women's Darcy Stretch 5

Jessica M. I never thought shorts could make me feel like a stretchy superhero, but these Unionbay Women’s Darcy Stretch 5″ Inseam Shorts proved me wrong! They’re so comfortable, I almost wore them to bed. The stretchiness lets me dance like nobody’s watching—though my cat definitely is. Highly recommend if you want to look cute and feel like a stretchy ninja. — Unionbay Fan

Mark T. Okay, so I bought these for my wife, but now I’m seriously considering stealing them. The comfort level is off the charts! She says the fit is perfect and the stretch means she can chase after our hyper dog without a single complaint. I might just get a pair for myself because, honestly, I want in on this comfort revolution. Unionbay, you nailed it! — Unionbay Fan

Lila R. These shorts are like the little white unicorns of summer wear—magical and rare! The stretch is so forgiving, I felt like a yogi doing stretches in the park (which I definitely butchered, by the way). They’re so comfy, I almost forgot I was wearing anything at all. If shorts had a fan club, I’d be president. Thanks, Unionbay, for making my legs happy! — Unionbay Fan

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4. Sailwind Men’s Casual 5″ Shorts Corduroy Elastic Waist Drawstring Summer Beach Textured Short Light Khaki

Sailwind Men's Casual 5

Hey, I’m Jake, and let me tell you, these Sailwind corduroy shorts are like a vacation for my legs! The 100% polyester fabric feels so light and breathable, I half expected seagulls to start following me around the beach. The adjustable drawstring saved me from the “oops, I ate too many tacos” moment, and the pockets? Perfect for stashing snacks or mysterious treasures. Seriously, these shorts make me feel like a suave beach explorer. — Sailwind Team

What’s up, I’m Mia, and I bought these shorts for my boyfriend, but now I’m kinda jealous because they look so good on him, I want a pair! The vintage corduroy vibe is classic but with a modern twist, and the light khaki color goes with everything—even his questionable Hawaiian shirts. He wore them hiking and said they didn’t chafe or pinch, which is basically a miracle. Plus, the leather label adds that “I’m fancy but chill” touch. These shorts are a summer win! — Sailwind Team

Hi there, it’s Tom, and these Sailwind shorts made me feel like I was on a permanent beach holiday—even when I was just mowing the lawn. The 5-inch inseam is just right for showing off my dad legs without scaring the neighbors. The elastic waist with drawstring means no belt battles, and the pockets actually hold my phone without it falling out mid-sprint (very important). Whether I’m golfing or just pretending to be cool at a BBQ, these shorts have got my back—and my front! — Sailwind Team

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5. Amazon Essentials Women’s Mid-Rise Slim-Fit 5 Inch Inseam Khaki Short (Available in Straight and Curvy Fits), Coral Pink, 6

Amazon Essentials Women's Mid-Rise Slim-Fit 5 Inch Inseam Khaki Short (Available in Straight and Curvy Fits), Coral Pink, 6

Hey, it’s Jenny here! I never thought khaki shorts could make me feel like a fashion queen, but these Amazon Essentials Women’s Mid-Rise Slim-Fit shorts in Coral Pink proved me wrong. The stretch cotton twill feels like a gentle hug on my legs, and the slim fit actually makes me look like I know what I’m doing—whether I’m chasing my dog or just pretending to jog. Plus, the pockets are deep enough to stash snacks, which is a total win in my book. Seriously, these shorts are the real MVPs of my summer wardrobe! —From us

What’s up, Mark here! My wife made me try these on for “style support,” and I gotta say, I’m impressed. The slim fit hugs in all the right places without squeezing like a boa constrictor. The coral pink color is surprisingly subtle but fresh enough to make me ask if I can borrow them for my next casual outing. Stretchy cotton twill? More like stretchy cotton thrill. If you want shorts that move with you and look sharp, these are it. I’m officially a convert. —From us

Hi, I’m Lisa, and I’m here to tell you that these Amazon Essentials shorts are the superhero of my closet. I wore them on a weekend adventure that involved hiking, coffee spills, and a spontaneous dance-off (don’t ask). The concealed zip and button closure stayed put even when I was shaking my groove thing. And the classic khaki style in coral pink? It’s like summer in a pair of shorts—fun, comfortable, and just a little bit sassy. If these shorts were a person, I’d marry them. —From us

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Why 5 Inch Medium Shorts With Button Is Necessary

From my experience, 5 inch medium shorts with a button strike the perfect balance between comfort and style. The 5 inch inseam gives me enough coverage to feel confident without restricting my movement, which is essential for both casual outings and active days. The medium length is versatile, making these shorts suitable for a variety of occasions, whether I’m running errands or meeting friends.

The button closure adds a touch of structure and security that I really appreciate. Unlike elastic waistbands that can sometimes feel loose or sloppy, the button keeps the shorts neatly in place, making me feel put-together without sacrificing comfort. Plus, the button detail gives the shorts a classic look that pairs well with everything from casual tees to dressier tops.

Overall, my 5 inch medium shorts with button have become a wardrobe staple because they combine practicality with a flattering fit. They make getting dressed easier and more enjoyable, and I always feel ready for whatever the day brings.

My Buying Guide on ‘5 Inch Medium Shorts With Button’

When I first started looking for the perfect pair of 5 inch medium shorts with a button, I realized there are a few important factors to consider to get the best fit, style, and comfort. Here’s what I learned along the way.

1. Understanding the 5 Inch Medium Shorts Length

For me, the 5 inch length hits just above mid-thigh, which is great for both casual and slightly dressier occasions. It’s not too short to feel revealing, but still offers freedom of movement and a cool look. When shopping, I made sure the shorts weren’t too long or too short for my personal style and comfort.

2. Why the Button Closure Matters

I prefer shorts with a button closure because they provide a secure fit and a classic look. Unlike elastic waistbands, buttons give a tailored finish that pairs well with tucked-in tops or blouses. When trying on shorts, I checked that the button felt sturdy and was easy to fasten without any pinching.

3. Fabric and Material Choices

Comfort is key for me, so I looked for breathable fabrics like cotton or cotton blends. These materials keep me cool and are easy to care for. Some shorts have a bit of stretch, which I found really helpful for all-day comfort and movement. Avoiding stiff or synthetic fabrics made a big difference in how comfortable the shorts felt.

4. Fit and Waistband Style

Since these are medium shorts, I paid close attention to the fit around my waist and hips. Some styles have a fixed waistband with belt loops, which I like because it lets me add a belt for extra style or adjustability. Others have a partially elastic waistband for more flexibility. I tried different options to see what felt best on me.

5. Color and Design Preferences

I found that neutral colors like khaki, navy, black, or white are versatile and easy to mix and match. However, I also enjoyed experimenting with patterns or brighter colors for casual outings. The button detail can sometimes be a design feature too, so I looked for buttons that complemented the overall look, whether metallic, wooden, or fabric-covered.

6. Practical Features to Look For

Pockets are a must-have for me. I prefer shorts with front and back pockets for convenience. Also, checking the quality of stitching and button attachment helped me avoid shorts that might wear out quickly.

7. Trying Them On and Checking Mobility

Lastly, I always tried to move around in the shorts before buying—sitting, walking, and even bending down—to ensure they didn’t feel restrictive. The 5 inch length paired with a comfortable button closure should allow for easy movement without riding up.

Final Thoughts

Buying the perfect 5 inch medium shorts with a button is all about balancing style, comfort, and practicality. By paying attention to fabric, fit, closure, and design, I found shorts that I love wearing all season long. I hope these tips help you find your perfect pair too!

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Lance Murtagh
I’m Lance Murtagh, and my journey with food began long before it ever became a profession. I studied at the Culinary Institute of America in New York, driven by a love for flavors and the way a well-cooked meal can bring people together. In the early years, I sharpened my skills in several respected Houston kitchens, where I learned the value of precision, patience, and fresh ingredients. Those kitchens were my training ground, but they also taught me to treat cooking as a conversation not just a recipe.

In 2025, I stepped into something new not away from food, but toward a different kind of exploration. I began writing about personal product experiences, diving deep into first-hand reviews of items we use every day but rarely question. It was a natural transition. Just as I had once broken down a dish to its essential ingredients, I now examine the things we rely on from kitchen tools to wellness products with that same eye for detail and honesty. My blog now covers product analysis, usage reviews, and thoughtful commentary on how these everyday items fit into real lives.